Cytotoxic lignans from fruits of Cleistanthus tonkinensis

Seven new lignans, cleistonkinins A– E (1–5), cleistonkisides A and B (6–7) were isolated from the fruits of Cleistanthus tonkinensis (Euphorbiaceae), together with five known aryltetralin lignans, cleisindoside B (8), cleistantoxin (9), cleisindoside D (10), neocleistantoxin (11) and polygamain (12...

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Bibliographic Details
Published in:Fitoterapia 2020-01, Vol.140, p.104432, Article 104432
Main Authors: Nguyen, Lam Hong, Vu, Van Nam, Phi Thi, Dao, Tran, Viet Hung, Litaudon, Marc, Roussi, Fanny, Nguyen, Van Hung, Chau, Van Minh, Doan Thi Mai, Huong, Pham, Van Cuong
Format: Article
Language:English
Subjects:
Biotechnology
Cell lines
Chemical Sciences
Circular dichroism
Cytotoxicity
Dichroism
Fruits
Lignans
Mass spectrometry
Mass spectroscopy
NMR
Nuclear magnetic resonance
Spectra
Spectral analysis
Spectrum analysis
Toxicity
Two dimensional analysis
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Summary:Seven new lignans, cleistonkinins A– E (1–5), cleistonkisides A and B (6–7) were isolated from the fruits of Cleistanthus tonkinensis (Euphorbiaceae), together with five known aryltetralin lignans, cleisindoside B (8), cleistantoxin (9), cleisindoside D (10), neocleistantoxin (11) and polygamain (12). Their structures were established from spectral analysis, including mass spectrometry and 2D-NMR. The absolute configurations of 4–7 were determined by analysis of their experimental CD spectra and comparison with calculated electronic circular dichroism (ECD) spectra. Compounds 2 and 6 had selective inhibition with moderate cytotoxicity against Pan C1 and A549 cell lines, respectively. Cleistantoxin (9) was significantly active against A549, HeLa, Hep3B, Pan C1 and MCF7 cell lines while it was less cytotoxic against HeLa cells. Neocleistantoxin (11) exhibited remarkable inhibition toward A549, HeLa, MCF7 and Pan C1. This is the first report for cytotoxicity of 9 and 11 against A549, Hep3B and Pan C1 cell lines. [Display omitted]
ISSN:0367-326X
1873-6971
DOI:10.1016/j.fitote.2019.104432